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Multicolor Photoactivatable Raman Probes for Subcellular Imaging and Tracking by Cyclopropenone Caging

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    Multicolor Photoactivatable Raman Probes for Subcellular Imaging and Tracking by Cyclopropenone Caging
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2022, 144, 2, 777–786
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    https://doi.org/10.1021/jacs.1c09689
    Published December 16, 2021
    Copyright © 2021 American Chemical Society
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    Abstract

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    Photoactivatable probes, with high-precision spatial and temporal control, have largely advanced bioimaging applications, particularly for fluorescence microscopy. While emerging Raman probes have recently pushed the frontiers of Raman microscopy for noninvasive small-molecule imaging and supermultiplex optical imaging with superb sensitivity and specificity, photoactivatable Raman probes remain less explored. Here, we report the first general design of multicolor photoactivatable alkyne Raman probes based on cyclopropenone caging for live-cell imaging and tracking. The fast photochemically generated alkynes from cyclopropenones enable background-free Raman imaging with desired photocontrollable features. We first synthesized and spectroscopically characterized a series of model cyclopropenones and identified the suitable light-activating scaffold. We further engineered the scaffold for enhanced chemical stability in a live-cell environment and improved Raman sensitivity. Organelle-targeting probes were then generated to achieve targeted imaging of mitochondria, lipid droplets, endoplasmic reticulum, and lysosomes. Multiplexed photoactivated imaging and tracking at both subcellular and single-cell levels was next demonstrated to monitor the dynamic migration and interactions of the cellular contents. We envision that this general design of multicolor photoactivatable Raman probes would open up new ways for spatial–temporal controlled profiling and interrogations in complex biological systems with high information throughput.

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/jacs.1c09689.

    • Discussions of general synthesis experimental details and characterization methods, figures of synthetic pathways, UV–vis absorption spectra, SRS imaging of live HeLa cells, HPLC traces, fluorescence imaging, relative SRS activated intensity over SRS laser illumination time, plot for intensity gain per frame at different power conditions, SRS intensity gain per imaging frame, minimum chemical toxicity of cyclopropenone dyes, and time lapse imaging and table of intensity gain per frame under different power combinations (PDF)

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    This article is cited by 33 publications.

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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2022, 144, 2, 777–786
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jacs.1c09689
    Published December 16, 2021
    Copyright © 2021 American Chemical Society
    Request reuse permissions

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